Sarasota, FL Homes

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  /39

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  643 Calle de Peru, Sarasota, FL 34242

  Prime Opportunity less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Enjoy days with your toes in the cool, white, powder sand, take in a yoga class, or take a swim in The Gulf! Then stroll to the vibrant Siesta Key Village for dining, live music, shops, farmers market, and festivals! Do you dream of building a new island home? Plans and competitive pricing for new construction

  Rachelle Tirey PREFERRED SHORE LLC

  643 Calle de Peru, Sarasota, FL 34242
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  /48

  $13,200 per month

  • 3 Beds
  • 2.5 Baths
  • 2,041 Sq Ft
  • Condo for Rent

  306 Beach Rd Unit 306, Sarasota, FL 34242

  Take some time to get away from it all.. we have the perfect place for you and your family to stay! This Spanish style tri-level home is in one of the greatest locations on Siesta Key Beach, Florida. Walk up the windowed staircase to the second floor where you’ll enjoy cooking and hanging out with the family! Enjoy your morning coffee or dinner on the balcony. Time for some fun in the sun! Walk,

  Beth Dilley ASCENDIA REAL ESTATE

  306 Beach Rd Unit 306, Sarasota, FL 34242
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  /2

  $1,550,000 Sold May 30, 2025

  • 1,358 Sq Ft
  • $1141/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  5179 Hidden Harbor Rd, Sarasota, FL 34242

  SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in

  Todd Nahrwold PREFERRED SHORE LLC

  5179 Hidden Harbor Rd, Sarasota, FL 34242
• 

  

  

  /83

  Est $641,661 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  101 Whispering Sands Dr Unit 203, Sarasota, FL 34242

  101 Whispering Sands Dr Unit 203, Sarasota, FL 34242
• 

  

  

  /43

  $660,000

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242

  Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s

  James Gammello WILLIAM RAVEIS REAL ESTATE

  1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242
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  /58

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • House for Rent

  5640 Cape Leyte Dr, Sarasota, FL 34242

  It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

  Beth Dilley ASCENDIA REAL ESTATE

  5640 Cape Leyte Dr, Sarasota, FL 34242
• 

  /2

  $425,000 Sold May 30, 2025

  • 1,163 Sq Ft
  • $365/SF
  • 88 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1255 E Peppertree Dr Unit 402, Sarasota, FL 34242

  Your Slice of Paradise Awaits at Siesta Key!Live the dream on the #1 beach in the USA with this adorable 4th-floor condo. This 2-bedroom, 2-bath gem offers a serene pool view and direct beach access, making it the perfect place to unwind. Move right in – it’s fully furnished and features luxurious vinyl flooring, new carpet, and fresh paint throughout.Relax on your enclosed lanai, where you can

  Cheryl Santelli PEPPERTREE BAY REALTY INC

  1255 E Peppertree Dr Unit 402, Sarasota, FL 34242
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  /37

  Est $616,198 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1300 Cove II Place Unit 731, Sarasota, FL 34242

  1300 Cove II Place Unit 731, Sarasota, FL 34242
• 

  

  /49

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5302 La Rosas, Sarasota, FL 34242

  Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build

  Dan Miller PREFERRED SHORE LLC

  5302 La Rosas, Sarasota, FL 34242
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  /41

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • House for Rent

  5577 Contento Dr, Sarasota, FL 34242

  Check out this COMPLETELY REMODELED canal-front pool home on Siesta Key! Picture this: you roll out of bed and grab your coffee, take two steps out of the sliding glass doors, and enjoy it by the saltwater pool. After your coffee, take your morning swim. Then take another 10 steps, or so, and catch some significant fish in the canal which happens to be in your backyard. Chances are that an

  Beth Dilley ASCENDIA REAL ESTATE

  5577 Contento Dr, Sarasota, FL 34242
• 

  /2

  $670,000 Sold May 28, 2025

  • 1,352 Sq Ft
  • $496/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1113 Lake House Cir Unit C110, Sarasota, FL 34242

  Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home

  Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1113 Lake House Cir Unit C110, Sarasota, FL 34242
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  /27

  Est $602,797 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1600 Cove II Place Unit 414, Sarasota, FL 34242

  1600 Cove II Place Unit 414, Sarasota, FL 34242
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  /52

  $549,000

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit G22, Sarasota, FL 34242

  Don’t miss this beautifully updated and spacious condominium in Bay Oaks, a charming bayfront community nestled on world-renowned Siesta Key. Ideally located just a short distance to beach access points, with free trolley service to Siesta Key Village and the #1 beach in the country on the Gulf of Mexico. This well-designed unit features two large master suites with walk-in closets and private

  Stephen Clementi COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit G22, Sarasota, FL 34242
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  /52

  $6,500 per month

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft
  • Condo for Rent

  446 Canal Rd Unit 5, Sarasota, FL 34242

  You will be charmed by how vibrant and quaint this midcentury ground floor condo is... from the lime green exterior, to the pink hibiscus bushes blooming around the turquoise pool, which is nestled behind the privacy of a fence and garden surrounding the property! THE BEST PART ABOUT THIS UNIT... the Keylime Retreat is a 5 minute walk to the pure white sands of Siesta Beach, and an 8 minute walk

  Beth Dilley ASCENDIA REAL ESTATE

  446 Canal Rd Unit 5, Sarasota, FL 34242
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  /2

  $550,000 Sold May 27, 2025

  • 748 Sq Ft
  • $735/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

  SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use

  Scotty Ledford VUE REALTY, LLC

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
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  /30

  Est $561,328 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 872 Sq Ft

  5968 Midnight Pass Rd Unit 157, Sarasota, FL 34242

  5968 Midnight Pass Rd Unit 157, Sarasota, FL 34242
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  /48

  $569,900

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft

  5222 Winding Way, Sarasota, FL 34242

  Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless

  Robert Moffatt MICHAEL SAUNDERS & COMPANY

  5222 Winding Way, Sarasota, FL 34242
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  /25

  $6,500 per month

  • 1 Bed
  • 1 Bath
  • 959 Sq Ft
  • Condo for Rent

  1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

  Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
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  /2

  $1,185,000 Sold May 23, 2025

  • 1,288 Sq Ft
  • $920/SF
  • 90 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1962

  615 Avenida Del Norte, Sarasota, FL 34242

  WOW!...Move in NOW!***Updated & VERY DESIRABLE VILLAGE Area Location w/ Private Boat Dock on the Grand Canal*** Modern Beach Cottage with Extensive Indoor/Outdoor Living Spaces---Providing the ULTIMATE in Island Lifestyle Living: Over-sized Screened Lanai with Salt Water Pool & Spa; Outdoor Kitchen & MULTIPLE Entertaining and Lounge Areas. BRIGHT OPEN SPACIOUS Interior Living that Seamlessly

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  615 Avenida Del Norte, Sarasota, FL 34242
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  /53

  Est $674,358 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242

  1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242
• 

  

  /54

  $849,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242

  Experience the ultimate Siesta Key lifestyle in this beautifully renovated two-bedroom, two-bath end-unit villa just short distance from private Gulf and beach access. Offered turnkey furnished with stylish new decor, this 1,296-square-foot residence blends luxury and comfort with an open-concept layout, sun-drenched Florida room, and updated kitchen featuring quartz countertops, matching

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242
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  /58

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 1,835 Sq Ft
  • Condo for Rent

  1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242

  Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside.Perched on the second story, this residence offers unparalleled bay-front views that will take your breath away. The open-concept living space seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere bathed in natural

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242
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  /2

  $1,735,000 Sold May 23, 2025

  • 1,380 Sq Ft
  • $1257/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1947

  303 Beach Rd, Sarasota, FL 34242

  Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  303 Beach Rd, Sarasota, FL 34242
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  /36

  Est $731,909 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,270 Sq Ft

  5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  /34

  $685,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242

  Looking for the perfect balance of location, lifestyle and income potential? This one delivers all three. Welcome to your slice of paradise on world-renowned Siesta Key! This spacious 2-bedroom, 2-bath condo is located in the highly sought-after Palm Bay Club, offering the perfect blend of coastal living and resort-style amenities. Located on the second floor, step inside to an open-concept

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242
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  /33

  $8,500 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

  Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
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  /2

  $2,100,000 Sold May 23, 2025

  • 2,692 Sq Ft
  • $780/SF
  • 122 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1996

  5159 Oxford Dr, Sarasota, FL 34242

  The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3

  Andrew Foltz PREFERRED SHORE LLC

  5159 Oxford Dr, Sarasota, FL 34242
• 

  

  /33

  Est $654,883 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5963 Midnight Pass Rd Unit 339, Sarasota, FL 34242

  5963 Midnight Pass Rd Unit 339, Sarasota, FL 34242
• 

  

  /39

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242

  Make sure to see to this slice of paradise across the road from the beautiful ranked #1 Siesta Key Beach. This is being sold turnkey furnished all you need to do is bring your tooth brush. This condo has been updated and all of the appliances are within the last few years. The A/C has just recently been replaced. This complex did not have any flooding at all during the hurricanes and this unit is

  Janet Trefry RE/MAX ALLIANCE GROUP

  5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242
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  /34

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242

  Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242
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  /2

  $475,000 Sold May 22, 2025

  • 1,264 Sq Ft
  • $376/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242

  GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to

  Harriet Stopher COLDWELL BANKER REALTY

  147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242
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  /49

  Est $679,983 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft

  1140 W Peppertree Ln Unit 114, Sarasota, FL 34242

  1140 W Peppertree Ln Unit 114, Sarasota, FL 34242
• 

  

  /89

  $15,950,000

  • 6 Beds
  • 9 Baths
  • 7,535 Sq Ft

  4315 Mangrove Place, Sarasota, FL 34242

  Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expensive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central

  Inbal August DOUGLAS ELLIMAN

  4315 Mangrove Place, Sarasota, FL 34242
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  /38

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Condo for Rent

  1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

  Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
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  /2

  $1,225,000 Sold May 22, 2025

  • 2,732 Sq Ft
  • $448/SF
  • 78 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  716 Tropical Cir, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Luxurious Serenity with Breathtaking Bayou and Nature Preserve Views. This exceptional two-story home, nestled on a sprawling oversized lot, offers a rare blend of natural beauty and sophisticated design, providing an unparalleled living experience. Set back from the road and framed by majestic oaks, this home offers panoramic views of a tranquil

  Stacey King MICHAEL SAUNDERS & COMPANY

  716 Tropical Cir, Sarasota, FL 34242
• 

  

  /41

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,463 Sq Ft

  5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242

  5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242
• 

  

  /66

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  5760 Midnight Pass Rd Unit 404, Sarasota, FL 34242

  Welcome to your dream coastal retreat! This beautifully furnished updated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai,

  Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE

  5760 Midnight Pass Rd Unit 404, Sarasota, FL 34242
• 

  

  /29

  $5,700 per month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

  Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
• 

  /2

  $2,750,000 Sold May 20, 2025

  • 3,070 Sq Ft
  • $896/SF
  • 218 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1998

  3920 Roberts Point Rd, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. CERTAIN CRYPTOCURRENCIES ACCEPTED. An exquisite waterfront retreat in SIESTA KEY, SARASOTA, FL – a sanctuary of COASTAL LUXURY. Enter the fully REMODELED CONTEMPORARY residence with CUSTOM WOOD CABINETRY, DELUXE APPLIANCES, and STONE COUNTERTOPS. The great room with 11-FOOT CEILINGS and SLIDING DOORS flows to a 50-FOOT PORCH overlooking the water.

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  3920 Roberts Point Rd, Sarasota, FL 34242
• 

  

  /38

  Est $616,554 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

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